quadricyclane profile

Quadricyclane is a highly strained, bicyclic hydrocarbon with a unique cage-like structure. It is synthesized through the photochemical [2+2] cycloaddition of norbornadiene, a reaction that involves the absorption of ultraviolet light. This synthesis exemplifies the principles of organic photochemistry and the fascinating interplay between light and molecular structure. Quadricyclane exhibits interesting properties due to its high strain energy, including a high enthalpy of combustion and a propensity to undergo ring-opening reactions. It has been investigated as a potential energy storage material, as the energy released during its conversion back to norbornadiene can be harnessed for various applications. Its potential for energy storage stems from the significant energy difference between the strained quadricyclane and the less strained norbornadiene. Researchers are also exploring quadricyclane's applications in materials science, particularly in the development of novel polymers and advanced materials. Quadricyclane serves as a model system for understanding the relationship between molecular structure and strain energy, which is crucial for designing new functional materials.'

quadricyclane: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	78961
MeSH ID	M0501796

Synonym
278-06-8
oxaquadricyclane
unii-8e0k9bg24c
8e0k9bg24c ,
tetracyclo[3.2.0.0(2,7).0(4,6)]heptane
[2.2.1.02,6.03,5]quadricycloheptane
einecs 205-994-1
brn 0906745
tetracyclo(3.2.0.0(sup 2,7).0(sup 4,6))heptane
tetracyclo(2.2.1.02,6.03,5)heptane
tetracyclo(2.2.1.0(sup 2,6).0(sup 3,5))heptane
quadricyclane
tetracyclo[3.2.0.02,7.04,6]heptane
tetracyclo(3.2.0.02,7.04,6)heptane
(2.2.1.02,6.03,5)quadricycloheptane
quadricyclane [mi]
tetracyclo[3.2.0.0<2,7>.0<4,6>]heptane
DGZUEIPKRRSMGK-UHFFFAOYSA-N
tetracyclo[2.2.1.0(2,6).0(3,5)]heptane
DTXSID30182121
quadricyclene
Q2913270
tetracyclo[3.2.0.0?,?.0?,?]heptane

Excerpt	Reference	Relevance
"The quadricyclane (QC) ligation is a bioorthogonal reaction between a quadricyclane moiety and a nickel bis(dithiolene) derivative. "	( Site-specific incorporation of quadricyclane into a protein and photocleavage of the quadricyclane ligation adduct. Bertozzi, CR; Gordon, CG; Han, Y; Sletten, EM; Tomlin, FM; Wu, TS, 2018)	1.33

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	3 (42.86)	29.6817
2010's	4 (57.14)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	7 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
hydrogen Hydrogen: The first chemical element in the periodic table with atomic symbol H, and atomic number 1. Protium (atomic weight 1) is by far the most common hydrogen isotope. Hydrogen also exists as the stable isotope DEUTERIUM (atomic weight 2) and the radioactive isotope TRITIUM (atomic weight 3). Hydrogen forms into a diatomic molecule at room temperature and appears as a highly flammable colorless and odorless gas.. dihydrogen : An elemental molecule consisting of two hydrogens joined by a single bond.	2.13	1	elemental hydrogen; elemental molecule; gas molecular entity	antioxidant; electron donor; food packaging gas; fuel; human metabolite
nickel Nickel: A trace element with the atomic symbol Ni, atomic number 28, and atomic weight 58.69. It is a cofactor of the enzyme UREASE.. nickel ion : A nickel atom having a net electric charge.. nickel atom : Chemical element (nickel group element atom) with atomic number 28.	2.17	1	metal allergen; nickel group element atom	epitope; micronutrient
lysine Lysine: An essential amino acid. It is often added to animal feed.. lysine : A diamino acid that is caproic (hexanoic) acid bearing two amino substituents at positions 2 and 6.. L-lysine : An L-alpha-amino acid; the L-isomer of lysine.	2.17	1	aspartate family amino acid; L-alpha-amino acid zwitterion; L-alpha-amino acid; lysine; organic molecular entity; proteinogenic amino acid	algal metabolite; anticonvulsant; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; plant metabolite; Saccharomyces cerevisiae metabolite
pyrroles 1H-pyrrole : A tautomer of pyrrole that has the double bonds at positions 2 and 4.. pyrrole : A five-membered monocyclic heteroarene comprising one NH and four CH units which forms the parent compound of the pyrrole group of compounds. Its five-membered ring structure has three tautomers. A 'closed class'.. azole : Any monocyclic heteroarene consisting of a five-membered ring containing nitrogen. Azoles can also contain one or more other non-carbon atoms, such as nitrogen, sulfur or oxygen.	2.02	1	pyrrole; secondary amine
2,5-norbornadiene [no description available]	2.47	2
alkenes [no description available]	2.02	1
azides Azides: Organic or inorganic compounds that contain the -N3 group.. azide : Any nitrogen molecular entity containing the group -N3.	2.06	1	pseudohalide anion	mitochondrial respiratory-chain inhibitor
sceptrin sceptrin: structure given in first source; isolated from marine sponges of the genus Agelas; RN from CHEMLINE	7.02	1	pyrroles; secondary carboxamide
biotin vitamin B7 : Any member of a group of vitamers that belong to the chemical structural class called biotins that exhibit biological activity against vitamin B7 deficiency. Vitamin B7 deficiency is very rare in individuals who take a normal balanced diet. Foods rich in biotin are egg yolk, liver, cereals, vegetables (spinach, mushrooms) and rice. Symptoms associated with vitamin B7 deficiency include thinning hair, scaly skin rashes around eyes, nose and mouth, and brittle nails. The vitamers include biotin and its ionized and salt forms.	2.17	1	biotins; vitamin B7	coenzyme; cofactor; Escherichia coli metabolite; fundamental metabolite; human metabolite; mouse metabolite; nutraceutical; prosthetic group; Saccharomyces cerevisiae metabolite
pyrrolysine pyrrolysine: encoded by a stop codon in archaea. L-pyrrolysine : A N(6)-acyl-L-lysine having (2R,3R)-3-methyl-3,4-dihydro-2H-pyrrol-2-ylcarbonyl as the N(6)-acyl group.. pyrrolysine : An N-acyl-amino acid that is lysine in which one of the amino nitrogens at position N6 is replaced by a 3-methyl-3,4-dihydro-2H-pyrrole-2-carbonyl group.	2.17	1	amino acid zwitterion; N(6)-acyl-L-lysine; proteinogenic amino acid; pyrrolysine
ageliferin ageliferin: structure in first source	7.02	1
hippolachnin a hippolachnin A: from the South China Sea sponge Hippospongia lachne; structure in first source	7.13	1

Condition	Indicated	Relationship Strength	Studies	Trials
Sensitivity and Specificity Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)	0	2.03	1	0

quadricyclane

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Research Demand Index: 31.64

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